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Literature summary for 1.14.99.15 extracted from

  • Twilfer, H.; Bernhardt, F.H.; Gersonde, K.
    An electron-spin-resonance study on the redox-active centers of the 4-methoxybenzoate monooxygenase from Pseudomonas putida (1981), Eur. J. Biochem., 119, 595-602.
    View publication on PubMed

Activating Compound

Activating Compound Comment Organism Structure
Putidamonooxin essential part of the enzyme system, O2-activating 2Fe-2S-protein, identified by EPR and Mössbauer spectroscopy Pseudomonas putida

General Stability

General Stability Organism
substrate or substrate analogues stabilize putidamomooxin by preventing loss of Fe2+ Pseudomonas putida

Inhibitors

Inhibitors Comment Organism Structure
Oxidized putidamonooxin 60% inhibition with 3-nitro-4-methoxybenzoate as substrate, fully reactivated by Fe2+ and sulfhydryl-reagents Pseudomonas putida

Metals/Ions

Metals/Ions Comment Organism Structure
Fe2+ mononuclear non-heme iron protein, 2Fe-2S cluster Pseudomonas putida
Fe2+ both enzyme components are iron-sulfur proteins Pseudomonas putida

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
4-methoxybenzoate + NADH + O2 Pseudomonas putida
-
4-hydroxybenzoate + NAD+ + H2O + formaldehyde
-
?

Organism

Organism UniProt Comment Textmining
Pseudomonas putida
-
-
-

Oxidation Stability

Oxidation Stability Organism
putidamonooxin and NADH-reductase, extremely O2-sensitive, GSH, DTT, 2-mercaptoethanol prevent putidamonooxin oxidation of putdamonooxin Pseudomonas putida

Reaction

Reaction Comment Organism Reaction ID
4-methoxybenzoate + reduced acceptor + O2 = 4-hydroxybenzoate + formaldehyde + acceptor + H2O a terminal oxygenase Pseudomonas putida

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4-aminobenzoate + NADH + O2
-
Pseudomonas putida 4-amino-3-hydroxybenzoate + NAD+ + H2O
-
?
4-hydroxybenzoate + NADH + O2
-
Pseudomonas putida 3,4-dihydroxybenzoate + NAD+ + H2O
-
?
4-methoxybenzoate + NADH + O2
-
Pseudomonas putida 4-hydroxybenzoate + NAD+ + H2O + formaldehyde
-
?
4-methylbenzoate + NADH + O2 p-toluate, partial uncoupler Pseudomonas putida 4-carboxybenzylalcohol + NAD+ + H2O in the uncoupled part of the reaction, p-toluate is not hydroxylated and H2O2 is a product, too ?
additional information overview: substrates that are not oxygenized while NADH-oxidation and O2-consumption are catalyzed, such as: benzoate, 3-chlorobenzoate, 4-chlorobenzoate, 2-hydroxybenzoate, 4-bromobenzoate, 2-aminobenzoate, 3-aminobenzoate, 4-trifluoromethylbenzoate, 4-tert-butylbenzoate Pseudomonas putida additional information uncoupling substrates are not oxygenized, NAD+ and H2O2 being the only products of the reaction ?

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
30
-
assay at Pseudomonas putida

Cofactor

Cofactor Comment Organism Structure
FMN prosthetic group of the oxidoreductase Pseudomonas putida
NADH
-
Pseudomonas putida